Building a Business and Finishing 100 Miles | The Entrepreneurial Journey

What does it take to build a successful business while training for 100-mile ultramarathons?

In this episode, Dave sits down with Jake Gerstenberger, Founder & Owner of Huckleberry Landscape & Property Services, to talk about resilience, leadership, and the mindset required to do hard things. After years as a wildland firefighter with the U.S. Forest Service, Jake launched his landscaping company in Missoula, Montana, and has grown it year after year through accountability, customer service, and a commitment to doing things the right way.

Jake also shares incredible stories from the ultramarathon world, including battling hypothermia during a 100-mile race, running through injury, and learning how to push beyond perceived limits. It’s a conversation about business, endurance, culture, and why trusting your gut can change everything.